5-chloro-2,4-difluoro-N-(methoxymethyl)-N-pyrimidin-4-ylbenzenesulfonamide → 5-chloro-4-(4-chloro-2-(3-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl)phenoxy)-2-fluoro-N-(methoxymethyl)-N-(pyrimidin-4-yl)benzenesulfonamide

HRID 46402Notes

Reaction equation

HRID 46402 reaction equation
[Cl:1][C:2]1[C:3](F)=[CH:4][C:5]([F:21])=[C:6]([S:8]([N:11]([CH2:18][O:19][CH3:20])[C:12]2[CH:17]=[CH:16][N:15]=[CH:14][N:13]=2)(=[O:10])=[O:9])[CH:7]=1.[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([OH:30])=[C:26]([C:31]2[C:32]([N+:42]([O-:44])=[O:43])=[N:33][N:34]([CH:36]3[CH2:41][CH2:40][CH2:39][CH2:38][O:37]3)[CH:35]=2)[CH:25]=1>>[Cl:1][C:2]1[C:3]([O:30][C:27]2[CH:28]=[CH:29][C:24]([Cl:23])=[CH:25][C:26]=2[C:31]2[C:32]([N+:42]([O-:44])=[O:43])=[N:33][N:34]([CH:36]3[CH2:41][CH2:40][CH2:39][CH2:38][O:37]3)[CH:35]=2)=[CH:4][C:5]([F:21])=[C:6]([S:8]([N:11]([CH2:18][O:19][CH3:20])[C:12]2[CH:17]=[CH:16][N:15]=[CH:14][N:13]=2)(=[O:10])=[O:9])[CH:7]=1

Participants

3

Reactant 2

HCID 594365115-chloro-2,4-difluoro-N-(methoxymethyl)-N-pyrimidin-4-ylbenzenesulfonamideHCID 594366304-chloro-2-[3-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl]phenol

Product 1

HCID 594365105-chloro-4-(4-chloro-2-(3-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl)phenoxy)-2-fluoro-N-(methoxymethyl)-N-(pyrimidin-4-yl)benzenesulfonamide

Procedure

The title compound was prepared using the method described in Preparation 872 using 5-chloro-2,4-difluoro-N-(methoxymethyl)-N-pyrimidin-4-ylbenzenesulfonamide (Preparation 895) and 4-chloro-2-[3-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl]phenol (Preparation 894). The product was purified on silica gel (hexane to 50% of 60% ethyl acetate gradient) to provide 82 mg of a colorless oil.

Workup

  1. customThe product was purified on silica gel (hexane to 50% of 60% ethyl acetate gradient)

Sources & evidence

ORD record
ord-1ceb2c0f20ea4e8b8237bc88163b7ee9
Source dataset
uspto-grants-2013_09
Patent number
US08541588B2

Reaction notes

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